ELECTROCHEMICAL REDUCTION OF PRISTINAMYCIN IA AND RELATED STREPTOGRAMINS IN AQUEOUS ACIDIC MEDIUM
The electrochemical reduction of the picolinoyl residue of pristinamycinIA and related streptogramins was performed at a mercury cathode, in aqueous medium.The presence of a peptidic lactone residue at the amide nitrogen atom markedly modified the expected cathodic behaviour of pyridyl carboxamides: in particular, we observed the reduction of the pyridyl ring into tetrahydropyridine derivatives.Thanks to a series of model heterocyclic carboxamides, increasing steric hindrance at the amide nitrogen position was shown to lead to enhanced reduction of the heterocyclic ring.
Largeron, M.,Vuilhorgne, M.,Potier, I. Le,Auzeil, N.,Bacque, E.,and al.
p. 6307 - 6332
(2007/10/02)
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